Top Realtors and Real Estate Agents in Sleepy Hollow, IL

    Rankings based on verified MLS transaction data. Last updated May 2026. No pay-to-play.

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    Robert Wisdom profile picture
    BadgeTop Agent

    (93)

    Robert Wisdom

    RE/MAX Horizon

    34 Years of experience

    165+ Sales in the last 12 months

    Top 0.51%

    in Sleepy Hollow, IL

    $702.4M

    All-Time Sales

    $210K - $4.9M

    Price Range

    4%

    Negotiated Off List

    Teresa Stultz profile picture
    BadgeTop Agent

    (85)

    Teresa Stultz

    Premier Living Properties

    19 Years of experience

    74+ Sales in the last 12 months

    Top 1.27%

    in Sleepy Hollow, IL

    $331.5M

    All-Time Sales

    $190K - $2.6M

    Price Range

    5%

    Negotiated Off List

    William Squires profile picture
    BadgeTop Agent

    (64)

    William Squires

    Real 1 Realty

    19 Years of experience

    180+ Sales in the last 12 months

    Top 1.78%

    in Sleepy Hollow, IL

    $245.8M

    All-Time Sales

    $230K - $8.3M

    Price Range

    5%

    Negotiated Off List

    Cindy Banks profile picture
    BadgeTop Agent

    (425)

    Cindy Banks

    RE/MAX Cornerstone

    41 Years of experience

    176+ Sales in the last 12 months

    Top 2.03%

    in Sleepy Hollow, IL

    $896.6M

    All-Time Sales

    $240K - $30M

    Price Range

    5%

    Negotiated Off List

    Amy Adorno profile picture
    BadgeTop Agent

    (228)

    Amy Adorno

    Executive Realty Group

    19 Years of experience

    63+ Sales in the last 12 months

    Top 2.03%

    in Sleepy Hollow, IL

    $235.1M

    All-Time Sales

    $260K - $3.6M

    Price Range

    6%

    Negotiated Off List

    Holly Connors profile picture
    BadgeTop Agent

    (224)

    Holly Connors

    @ properties

    26 Years of experience

    257+ Sales in the last 12 months

    Top 2.28%

    in Sleepy Hollow, IL

    $982.5M

    All-Time Sales

    $360K - $52.4M

    Price Range

    5%

    Negotiated Off List

    Melissa Smith - IL profile picture
    BadgeTop Agent

    (22)

    Melissa Smith - IL

    Century 21 Affiliated

    29 Years of experience

    48+ Sales in the last 12 months

    Top 2.28%

    in Sleepy Hollow, IL

    $164.7M

    All-Time Sales

    $160K - $1.5M

    Price Range

    4%

    Negotiated Off List

    Jeff Jordan profile picture
    BadgeTop Agent

    (150)

    Jeff Jordan

    RE/MAX All Pro

    48 Years of experience

    60+ Sales in the last 12 months

    $577M

    All-Time Sales

    $260K - $2.5M

    Price Range

    5%

    Negotiated Off List

    Stewart Ramirez profile picture
    BadgeTop Agent

    (247)

    Stewart Ramirez

    E-Signature Realty

    20 Years of experience

    115+ Sales in the last 12 months

    $329.6M

    All-Time Sales

    $210K - $1000K

    Price Range

    5%

    Negotiated Off List

    Kay Wirth profile picture
    BadgeTop Agent

    (15)

    Kay Wirth

    RE/MAX Suburban

    42 Years of experience

    12+ Sales in the last 12 months

    $128.2M

    All-Time Sales

    $200K - $1.5M

    Price Range

    4%

    Negotiated Off List

    Corey Ringa profile picture
    BadgeTop Agent

    (2)

    Corey Ringa

    HomeSmart Connect

    23 Years of experience

    17+ Sales in the last 12 months

    $160.1M

    All-Time Sales

    $190K - $800K

    Price Range

    4%

    Negotiated Off List

    Carol Hoefer profile picture
    BadgeTop Agent

    (168)

    Carol Hoefer

    REMAX Suburban

    41 Years of experience

    20+ Sales in the last 12 months

    $189.8M

    All-Time Sales

    $230K - $1.4M

    Price Range

    5%

    Negotiated Off List

    Ivica Otis Lazich profile picture
    BadgeTop Agent

    (17)

    Ivica Otis Lazich

    Capital Investment Realty Group Inc

    20 Years of experience

    60+ Sales in the last 12 months

    $89.1M

    All-Time Sales

    $140K - $890K

    Price Range

    8%

    Negotiated Off List

    Kimberly Zahand profile picture
    BadgeTop Agent

    (88)

    Kimberly Zahand

    Keller Williams North Shore West

    11 Years of experience

    115+ Sales in the last 12 months

    $232.7M

    All-Time Sales

    $320K - $23.8M

    Price Range

    7%

    Negotiated Off List

    Cindy Schmalz profile picture
    BadgeTop Agent

    (74)

    Cindy Schmalz

    @ properties

    17 Years of experience

    26+ Sales in the last 12 months

    $138.9M

    All-Time Sales

    $260K - $1.2M

    Price Range

    5%

    Negotiated Off List

    Silvia Carmona profile picture
    BadgeTop Agent

    (20)

    Silvia Carmona

    Bee Realty

    23 Years of experience

    11+ Sales in the last 12 months

    $55.7M

    All-Time Sales

    $100K - $820K

    Price Range

    7%

    Negotiated Off List

    Gary Hall profile picture
    BadgeTop Agent

    (15)

    Gary Hall

    RE/MAX Central

    8 Years of experience

    1+ Sales in the last 12 months

    $74.7M

    All-Time Sales

    $190K - $820K

    Price Range

    6%

    Negotiated Off List

    Anna Fattore profile picture
    BadgeTop Agent

    (53)

    Anna Fattore

    At Properties

    10 Years of experience

    25+ Sales in the last 12 months

    $72.7M

    All-Time Sales

    $230K - $1.2M

    Price Range

    4%

    Negotiated Off List

    Jackie Paul profile picture
    BadgeTop Agent

    (74)

    Jackie Paul

    Coldwell Banker

    18 Years of experience

    6+ Sales in the last 12 months

    $69.9M

    All-Time Sales

    $210K - $960K

    Price Range

    7%

    Negotiated Off List

    Gina Lepore profile picture
    BadgeTop Agent

    (2)

    Gina Lepore

    Coldwell Banker Realty

    9 Years of experience

    89+ Sales in the last 12 months

    $63.1M

    All-Time Sales

    $360K - $1.4M

    Price Range

    140

    Total Number Of Homes Sold

    Cheryl Arena profile picture
    BadgeTop Agent

    (12)

    Cheryl Arena

    Better Homes and Gardens Real Estate

    10 Years of experience

    6+ Sales in the last 12 months

    $30.4M

    All-Time Sales

    $180K - $670K

    Price Range

    7%

    Negotiated Off List

    Do Top Sleepy Hollow Agents Sell Faster?

    The 20 top-ranked agents on EffectiveAgents in Sleepy Hollow sell in a median of 33 days, compared with the Sleepy Hollow market median of 37 days on market.

    Top-ranked agents33 days
    Sleepy Hollow market37 days

    About 4 days faster (11% quicker than the Sleepy Hollow market)

    Median days to sale reported by the top-ranked Sleepy Hollow agents on EffectiveAgents, compared with the Sleepy Hollow market median days on market. Agent figures reflect each agent's reported sales history.

    When Is the Best Time to Sell a House in Sleepy Hollow?

    Based on the last 24 months of verified MLS market data, homes in Sleepy Hollow sell fastest and closest to asking when they go under contract in November. To hit that window, plan to list around October.

    Median days on market by month (shorter is faster)

    92Jan101Feb107Mar126Apr44May46Jun49Jul43Aug63Sep80Oct44Nov61Dec

    November

    Best month to sell

    44 days

    Typical time on market

    101.8%

    Of asking price

    Seasonal averages from the last 24 months of Sleepy Hollow, IL sales. Individual results vary with price, condition, and how the broader market moves. A local agent can pinpoint the right timing for your home.

    How We Rank Sleepy Hollow Real Estate Agents

    Our rankings are built from verified MLS transaction data, not advertising spend. For every agent we analyze more than fifteen performance signals, including sales volume in your city and zip code, recent and all-time transactions, days on market, negotiation results (how far above or below list price an agent's clients actually close), price-point fit, and verified reviews. The agents shown first are those whose verified results put them at the top of the Sleepy Hollow market today.

    Agents cannot pay for placement in these rankings. The underlying data refreshes as new closed transactions are reported, so rankings shift with real market performance. Learn how we rank agents.

    Rankings reviewed by Kevin Stuteville, Licensed Florida Real Estate Broker (License BK3068131), Founder of EffectiveAgents.

    Data last updated: May 2026

    Sleepy Hollow Real Estate Agent FAQs

    How were these Sleepy Hollow real estate agents ranked?

    Rankings are built from verified MLS transaction data. We analyze more than fifteen performance signals for every agent, including sales volume in your city and zip code, recent and all-time transactions, days on market, negotiation results, price-point fit, and verified reviews. Agents cannot pay for placement.

    How many real estate agents are in Sleepy Hollow?

    Our data covers 371 real estate agents serving the Sleepy Hollow area. The count represents agents with transaction activity recorded in our Sleepy Hollow market data, not simply everyone holding a license.

    What does the median sale price in Sleepy Hollow mean for sellers?

    Sleepy Hollow's median sale price is $470,000 as of May 2026. Half of recent sales closed above that figure and half below. It is a useful baseline for understanding the market, but an experienced local agent will price your home against comparable recent sales in your neighborhood, not the citywide median.

    Does it cost anything to use EffectiveAgents?

    No. EffectiveAgents is free for home buyers and sellers, with no obligation to work with any agent we match you with.

    Do agents pay to be ranked or featured?

    No. Agents cannot pay for placement anywhere in these rankings. Positions are earned from verified transaction performance only.

    What commission do Sleepy Hollow realtors charge?

    Commissions are negotiable and vary by agent, service level, and transaction. There is no set rate, and recent industry changes have made commission structures more flexible than ever. Discuss the structure directly with your agent before signing a listing or buyer agreement.

    Should I use a local Sleepy Hollow agent or a national brand?

    The individual agent matters more than the brand on the sign. Offices within the same national franchise vary widely in performance, and the agent you hire, not the logo, prices your home, negotiates your contract, and manages your closing. A strong local agent brings firsthand knowledge of Sleepy Hollow neighborhoods, pricing patterns, and buyer activity. Compare agents on verified local results such as recent sales, days on market, and negotiation outcomes rather than name recognition.

    What questions should I ask a Sleepy Hollow realtor before hiring them?

    Ask how many homes they have closed in Sleepy Hollow in the past year, what their average sale-to-list ratio is, and how much of their business is in your neighborhood and price range. Ask how they will market your home or find you listings, and how often they will communicate. Strong agents answer with specifics. Verified transaction data is the fastest way to confirm what you hear.

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